Sodium Bicarbonate → HCID 9907536, compound

Participants

Reaction Steps

A solution of 4-(2-aminophenylamino)-2,2′-dichloro-4′-methoxybenzophenone (Compound 112) (1.00 g, 2.6 mmol) in dichloromethane (40 ml) was cooled to −78° C. under argon. Borontribromide (1.0 ml, 10.4 mmol) in dichloromethane (5 ml) was added dropwise under stirring. After 15 min the reaction mixture was allowed to come to room temperature over 1 h, and then at 45° C. for 16 hours. The reaction mixture was poured into saturated NaHCO3 and then extracted with EtOAc several times. The organic phases was collected, dried (MgSO4), filtered, and concentrated in vacuo to give the crude product. Concentration in vacuo from a solution of methanol removed traces of boric acid. The crude product was further purified by flash chromatography using EtOAc/pentane 3:2 as eluent.

Provenance & Evidence